82408-11-5Relevant academic research and scientific papers
Dibenzo[ b, e ][1,4]diazepin-1-ones and their Ring-Opened Derivatives: Revisited Synthesis, 2D NMR and Crystal Structure
Cherfaoui, Brahim,Lakhdari, Houria,Bennamane, Norah,Ameraoui, Rachid,Talhi, Oualid,Almeida Paz, Filipe A.,Bachari, Khaldoun,Kirsch, Gilbert,Nejar-Bellara, Kolli,Silva, Artur M. S.
, p. 2247 - 2252 (2017)
The synthesis of 2,3,4,5,10,11-hexahydro-1 H -dibenzo[ b, e ][1,4]diazepin-1-ones was revisited and a catalyst-free method was established, by exploring the reactivity of 3-[(2-aminoaryl)amino]dimedones towards carbonylated electrophiles. 2D NMR and single-crystal X-ray diffraction studies were used to characterize the structures unequivocally and to review the mechanism leading to the formation of supposed positional isomers. The action of 3-[(2-aminoaryl)amino]dimedones on chromene-3-carboxylic acid, fumaryl, and oxalyl chloride has led to dibenzo[ b, e ][1,4]diazepin-1-one ring opening to produce novel Z -configured enaminone and linear diamides.
A nickel nanoparticle engineered CoFe2O4@GO-Kryptofix 22 composite: A green and retrievable catalytic system for the synthesis of 1,4-benzodiazepines in water
Mozafari, Roya,Ghadermazi, Mohammad
, p. 15052 - 15064 (2020/05/05)
A composite of Ni nanoparticles incorporated in Kryptofix 22 conjugated magnetic nano-graphene oxide, CoFe2O4@GO-K 22·Ni, was synthesized via the grafting of Kryptofix 22 moieties on the magnetic nano-graphene oxide surface, followed by reaction of the nanocomposite with nickel nitrate. The Kryptofix 22 host material unit cavities can stabilize the Ni nanoparticles effectively and prevent their aggregation and separation from the surface. Characterization of the catalysts by FT-IR, FE-SEM, TGA, ICP, EDX, XRD, VSM and BET aided understanding the catalyst structure and morphology. This catalyst was efficiently applied for the synthesis of 1,4-benzodiazepine derivatives. The main advantages of the method are mild reaction conditions, inexpensive catalyst, it is environmentally benign, has high to excellent yields and shorter reaction times. This organometallic catalyst can be easily separated from a reaction mixture and was successfully examined for six runs with a slight loss of catalytic activity.
Synthesis and characterization of CoFe2O4@SiO2@NH-NH2-PCuW as an acidic nano catalyst for the synthesis of 1,4-benzodiazepines and a powerful dye remover
Savari, Ali,Heidarizadeh, Fariba,Pourreza, Nahid
, p. 233 - 247 (2019/05/08)
A novel magnetic heterogeneous nanocatalyst CoFe2O4@SiO2@NH-NH2-PCuW was synthesized and characterized. This powerful catalyst possesses Br?nsted and Lewis acid properties. The presence of Cu enhances the acidity of this catalyst because of the increase in the electron deficiency of polyoxometalate. It was successfully applied for the easy and efficient one-pot synthesis of 1,4-benzodiazepine derivatives directly from dimedone, o-phenylenediamine, and an aromatic aldehyde under a solvent-free condition at 80 °C. High yields in short reaction times, easy work-up, and environmental friendliness are some of the advantages of this protocol. Also, this nanocatalyst could conveniently be recovered by a magnetic field and reused several times without a significant loss of catalytic efficiency. The synthesized nanocatalyst CoFe2O4@SiO2@NH-NH2-PCuW also proved to be an excellent adsorbent for dye removal. These properties are related to the high surface area because of the nanostructure and high acidity due to the presence of Cu in polyoxometalate. Moreover, magnetic properties help better recovering of this adsorbent for dye removed from wastewater.
Silica-supported NiO nanocomposites prepared: Via a sol-gel technique and their excellent catalytic performance for one-pot multicomponent synthesis of benzodiazepine derivatives under microwave irradiation
Nasir, Zeba,Ali, Abad,Shakir, Mohammad,Wahab, Rizwan,Shamsuzzaman,Lutfullah
, p. 5893 - 5903 (2017/07/11)
Heterogeneous and versatile NiO-SiO2 NCs were synthesized by a sol-gel technique and used as a catalyst for the one-pot multicomponent synthesis of benzodiazepine derivatives (4a-u) from a mixture of o-phenylenediamine, aromatic aldehydes and d
An efficient, environmentally benign, and solvent-free protocol for the synthesis of 4-substituted 1,5-benzodiazepines catalyzed by reusable sulfated polyborate
Indalkar, Krishna S.,Patil, Manisha S.,Chaturbhuj, Ganesh U.
supporting information, p. 4496 - 4502 (2017/11/03)
An efficient and environmentally benign method has been developed for the one-pot solvent-free synthesis of 4-substituted-1,5-benzodiazepines via three-component reaction of o-phenylenediamine, dimedone with a variety of aldehydes catalyzed by sulfated po
Design, preparation and characterization of Cu/GA/Fe3O4@SiO2 nanoparticles as a catalyst for the synthesis of benzodiazepines and imidazoles
Shaabani, Ahmad,Sepahvand, Heshmatollah,Hooshmand, Seyyed Emad,Borjian Boroujeni, Mahmoud
, p. 414 - 421 (2016/05/19)
The synthesis and characterization of an efficient and reusable nanocatalyst, Cu/GA/Fe3O4@SiO2, obtained by ultrasonic-assisted grafting of guanidineacetic acid on modified Fe3O4@SiO2 core-shell nanocomposite spheres and subsequent immobilization of Cu(II), are described. The catalyst was characterized by means of X-ray diffraction, scanning and transmission electron microscopies, energy-dispersive X-ray spectroscopy, elemental analysis, thermogravimetric analysis, Fourier transform infrared spectroscopy, vibrating sample magnetometry and inductively coupled plasma optical emission spectrometry. The prepared nanocatalyst facilitated an efficient and straightforward friendly procedure for the synthesis of benzodiazepines and imidazoles in ethanol and under solvent-free conditions, respectively. The nanocatalyst can be easily recovered using a magnet and reused several times without any significant loss of activity.
Facile three-component preparation of benzodiazepine derivatives catalyzed by zinc sulfide nanoparticles via grinding method
Naeimi, Hossein,Foroughi, Hossein
, p. 3999 - 4020 (2016/07/06)
Abstract: In this research, ZnS nanoparticles were prepared and applied as heterogeneous reusable catalyst for synthesis of 1,5-benzodiazepines under grinding conditions at 70?°C. The multi-component reactions of aldehydes, dimedone and o-phenylenediamine
ZnS nanoparticles as an efficient recyclable heterogeneous catalyst for one-pot synthesis of 4-substituted-1,5-benzodiazepines
Naeimi, Hossein,Foroughi, Hossein
, p. 1228 - 1236 (2015/02/19)
An efficient and novel method was developed for the synthesis of 4-substituted-1,5-benzodiazepine derivatives via a one-pot three-component catalytic reaction. The o-phenylenediamine and dimedone were reacted with aldehyde derivatives in the presence of ZnS nanoparticles as a heterogeneous catalyst under thermal conditions. The reaction was completed with high to excellent product yields and short reaction times. Simplicity of operation, high yields, easy work-up, easily accessible catalyst and purification of products through a crystallization method (non-chromatographic) are the key advantages of this work.
Efficient, environmentally benign, one-pot procedure for the synthesis of 1,5-benzodiazepine derivatives using N-methyl-2-pyrrolidonium hydrogen sulphate as an ionic liquid catalyst under solvent-free conditions
Naeimi, Hossein,Foroughi, Hossein
, p. 734 - 741 (2015/09/28)
A powerful and environmentally benign method has been developed for the one-pot synthesis of 4-substituted-1,5-benzodiazepines via the three-component reaction of a series of aldehydes with dimedone and o-phenylenediamine using [H-NMP][HSO4] as a Br?nsted acidic ionic liquid catalyst under solvent-free conditions. The key benefits of this new method over existing techniques include high yields, the use of a green catalyst, short reaction times and facile catalyst separation.
Investigation of the products of interaction of cyclic diketones with nitrogen-containing 1,4-binucleophiles
Kolos,Yurchenko,Orlov,Shishkina,Shishkin
, p. 1550 - 1559 (2007/10/03)
The interaction of arylbis(5,5-dimethylcyclohexane-1,3-dion-2-yl)methanes with o-phenylenediamine and o-aminophenol leads to the preparation of 3,3-dimethyl-11-aryl-2,3,4,5,10,11-hexahydrobenzo[b,e]-1,4-diazepin-1-ones and 3,3,6,6-tetramethyl-9-aryl-10-(2
